What is the most interesting question you can ask to get to know someone?
09.06.2025 18:01
13- How about having a certain hair cut/style?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What are LGBT+ people tired of hearing?
59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?
Do you think this brought you closer together?
14- What's your favorite dessert? Do you a least favorite?
Marc Maron to End His Long-Running WTF Podcast - Pitchfork
52~ Are you willing to make “those types” of bets with your partner?
34- Ever been to a concert? What was your favorite? Who would you like to see?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Why is the band Nickelback unliked so much?
32- What's your greatest talent? Can I see it right now?
70~ Would/do you have/like anal sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What caused the stock market to crash?
Do you have a favorite? Is it ok if your partner does?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Costco's New Food Court Item Has Customers Divided: 'It's Offensive' - Delish
You know that I will be 100% truthful, so ask.
How well do you know me? And some of your thoughts about me
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
NASA Switches to Backup Fuel Line After Psyche Thruster Glitch - Gizmodo
51~ Are you willing to play adult games with your partner?
Please share Did you stop?
4- For a pet, Cat, dog or other?
Why did Kakashi use Chidori against Rin, despite knowing about her feelings for Obito?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Astronauts Reveal The Shocking Beauty of Lightning From Space - ScienceAlert
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
3- What’s your favorite smell? Do you a least favorite?
Doctor/Nurse Stripper/Client
Simulations Show What Really Happens When a Black Hole Devours a Neutron Star - Gizmodo
42~ What’s your biggest regret in life?
84~ How do you feel about reading/listening to adult stories?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Why do narcissist move on so easily?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Nurse/Patient Celebrity/Fan
82~ Do you have any fantasies involving Role-Playing?
Can you Deep Throat? Do you like the taste of yourself?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
92~ Have you ever had or have an STD? How many? What was it?
Are you worried that the 2024 US presidential election will result in a close race?
Escort/Client Job Applicant/Hiring Manager
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
13~ Is there a difference between, making love, having sex, and fucking?
49~ How many times have you been married? Why did they end?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
*** Random Questions ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)
45~ How do you feel about me blindfolding you? How about blindfolding me?
9- If you could have three wishes, what would they be? Why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
I would allow you to do it… What would you do to me?
34~ Do you like the lights on or off during sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
1- What was your first impression of me? Has it changed?
15~ Have you ever been “in love”? Who? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about me that was new and/or surprising?
5- Have you ever been hypnotized? Would you allow yourself to be?
29- How superstitious are you?
11- What's your favorite restaurant? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Master/Slave Boss/Maid
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?
Do you like the “69” position? Do you prefer to be on top or bottom?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
19- Do/have you smoked? What do you prefer? How often?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
89~ Do you like taking showers together?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
Do you watch it? What is your favorite?
How about if they talk dirty and/or call you names?
81~ Do you have any kinks and/or fetishes?
*** Questions about Relationships/Past ***
*** What’s Your Favorite…? ***
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What would you say to prove to yourself that it was really you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
17- What’s your favorite holiday? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
Any that are a turn off?
That one or two things that made you go hmmmm, OMG or wow!
21~ What was the best date you ever went on? What has been the worst?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
36~ What is your favorite time of day to have sex/make love?
1~ How old were you when you had your first kiss? Who? Care to Share?
10- List 5 of your top pet peeves.
11~ Have you ever been caught by your parents or children or others while having sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What is your favorite toy? Ever wanted to try a specific toy?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How old are you? Male or Female?
7-What do I do in bed that drives you wild? How about, what turns you off?
47~ What would be your dream job and why?
8- What are your thoughts on politics?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
52~ What are your hobbies?
48~ Have you ever paid or been paid for sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
19~ Who/when was your first “heartbreak”?
85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?
62~ Have you used adult toys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Nothing too Serious
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you ever want to be woken up with oral and/or intercourse?
If you say it, I will stop, and we can talk about it when you are ready.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
67~ Do you like it when your partner moans and/or is vocal during sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
11- List at least 5 things on your bucket list. Have you done any of them already?
71~ Would you give your partner a hand or foot job? Would you receive one?
Prisoner/Prison Guard Landlord/Tenant
60~ How important is oral sex? Do you like receiving? Do you like giving?
12- What’s your favorite food? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
7- What are your thoughts on religion? Is there an afterlife?
26~ What side of the bed do you sleep on?
Family Relation Age Play
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
50~ How many children do you have? What are their ages?
Would you read them together?
*** Questions About Me ***
What do you dislike about me? I asked you to be 100% honest.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Model/Photographer Police/Criminal
Does the thought excite you? Care to share?
13- What’s your favorite drink? What’s your least favorite?
These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…
17- Have you ever done drugs? Which ones? How often?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
39~ What are your love languages?
21- What's your favorite way to spend a weekend or time off?
23- What is your dream job? What was it as a child?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
48~ Do you have any siblings? Are you close to your family?
The Ice Breaker Questions
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What was the longest? What was the shortest?
Have you ever? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5~ When you first started having sex, was it what you thought it would be?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
13- What is the craziest/scariest thing you've ever done?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
38~ Share your most embarrassing sexual memory?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
92~ Everyone needs a “safe” word. What is yours?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
30~ What's something unexpected that turns you on?
How many times do you think you have “made love”?
18- How often do you drink alcohol? What is your favorite drink?
What is your favorite position? Why?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
27- What was/ is nickname? Does it have a meaning behind it?
83~ How do you feel about Porn?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Get this wrong and this could mean the end… :-) some funny, some not…
9- Is there something you’ve always wanted to ask me but you’re afraid?
2- What’s your favorite color? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…
61~ How willing would you be to try new sexual positions?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?
20- What’s your favorite candy? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would /have you ever given your partner a lap dance and Striptease?
Teacher/Student Stranger/One Night Stand
9~ How many times over your lifetime do you think you have had sex so far?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)
6- Do you have dreams? Can you remember them? What do you usually dream about?
9- What’s your favorite season and why? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How many partners have you had oral sex with? Who? Care to Share?
28- What are some things that people do that irritate you?
10- What is your favorite family tradition? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
*** Deal Breaker Questions ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
22- What is your favorite childhood memory? What is your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
40~ What’s the weirdest place you’ve ever had sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
53~ How much can you tell me about the one thing you are most passionate about?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Do you like it when they show and tell you what they want?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?
What have you learned about yourself that you did not before this?
Over time has your thoughts on sex changed?
29~ What are some things that turn you off? What is your biggest turn off?
65~ Describe the best orgasm you’ve ever had? Care to share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Repairman/Lonely Wife Virgin/Experienced
If you lose, are you willing to be their sex slave for a day, (anything goes)?
15- What's your favorite saying? What word or phrase is your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
12- What is the weirdest thing you've ever eaten?
18~ Who/when was your first “crush”?
Would you do it again, and would you rather 2 females or 2 males?
36- Do you play video games? What is your favorite? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
* Give a rating for each one (0-100)
51~ What tends to bring a smile to your face?
50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?
If you win, what will you make them do?
What is your view on sex? Meaning, When/Where/ How often/
3- What Superhero or Superpower would you want to be/have?
15- What bad habit do you wish you could quit? Do you have any addictions?
76~ Have you had a threesome? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
If yes, what?
1- What’s your favorite animal? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
44~ Care to share something about yourself that no one else knows about you?
7- What if a person smells a certain way? 8- How about smoking?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?